115 results about "Alkyne Compound" patented technology

The invention discloses a method for synthesizing deuterated olefin under catalysis of a palladium membrane by taking D2O as a deuterium source, and belongs to the technical field of synthesis of deuterated olefin building blocks. According to the method, a three-chamber electrolytic tank separated by a palladium membrane and an ion exchange membrane is used as a reactor, the palladium membrane is used as a working electrode, an electrolyte deuterium aqueous solution is used as an electrolyte, deuterium water is electrolyzed through a constant-potential electrolysis method, and formed active deuterium is transmitted to one side of an organic reaction taking absolute ethyl alcohol or cyclohexane as an organic solvent; and catalyzing an alkyne compound by using a palladium membrane modified by sodium thiophenol to perform reduction deuterization so as to synthesize a deuterated olefin compound with high selectivity, and further synthesizing a corresponding deuterated drug. The invention provides a green, efficient, high-universality and low-cost amplification synthesis method for synthesizing a deuterated olefin building block containing a functional group easy to reduce and hydrolyze, and the method has a wide application prospect.

The invention discloses a synthetic method of a C1-triazole oridonin derivative and an anti-tumor application of the C1-triazole oridonin derivative. The invention provides a synthetic method of the C1-triazole oridonin derivative, which comprises the following steps: carrying out four-step reaction to obtain an oridonin analogue containing an azide group at the C1 site, and catalyzing by cuprous iodide to obtain the C1-triazole oridonin derivative with the azide group at the C1 site, thereby obtaining the C1-triazole oridonin derivative with the azide group at the C1 site and the oridonin analogue with the azide group at the C1 site. According to the method, alkyne compounds containing different substituent groups react with C1-triazole oridonin to synthesize the C1-triazole oridonin derivative, the method is mild in condition and rapid in reaction, large-scale preparation of the C1-triazole oridonin derivative can be achieved, and the method is suitable for large-scale production of the C1-triazole oridonin derivative. Meanwhile, the C1-triazole oridonin derivative synthesized by the invention can be used for effectively inhibiting the proliferation activity of tumor cells and has a relatively good inhibition effect on MCF-7 cells and A549 cells.

The invention relates to the technical field of organic chemical synthesis, and discloses a chiral alpha-aryl alkyne compound and a synthesis method thereof. The compound has the following structure: # imgabs0 #, R1 is H, Cl or MeO, R2 is H, F, Cl, CF3, CO2Me, Ac or Bpin, and Alkyl is alkyl or an alkyl substituent with a functional group. The preparation method of the chiral alpha-aryl alkyne compound provided by the invention is simple, the raw material source is wide, the reaction condition is mild, and the product is easy to separate and purify.

This application discloses a negative curvature polycyclic aromatic hydrocarbon containing an eight-membered ring, its synthesis method, and its application, belonging to the field of organic synthesis. The synthesis method uses a haloacenaphthene derivative as a starting material. First, a tetrahalogenated key intermediate containing an eight-membered ring is constructed via a titanium tetrachloride-catalyzed cyclization tetramerization reaction. Subsequently, this intermediate undergoes a cyclization coupling reaction with an alkyne compound in the presence of a palladium catalyst, silver salt, and phosphine ligand to generate a negative curvature polycyclic aromatic hydrocarbon containing an eight-membered ring. The synthesis method of this application avoids multi-step precursor synthesis, resulting in a concise process. It allows for the flexible introduction of functional groups such as trifluoromethyl and silyl groups, improving the solubility and processability of the material. The obtained product exhibits a non-planar configuration, a narrow optical band gap, and excellent electron transport properties, making it suitable for applications... n Applications include semiconductors, chiral optoelectronic materials, and nano-carbon materials.

The application discloses a kind of all-substituted pyrrole compounds, the raw material alkyne compound of the application has structural diversity with isonitrile compound, can be used to synthesize different types and structures of all-substituted pyrrole compounds;Reaction raw material diphenylacetylene and its same type substrate compared with the raw material of the reaction reported by predecessors, have the advantages of simple and easy to obtain, stable nature;All-substituted pyrrole compounds have good diversity and functional group tolerance, so it has wide application;Further modification is carried out to different substitution sites on the heterocyclic skeleton of all-substituted pyrrole compounds, and intermediates of chemical products and drug structures can be obtained;The target product of the application takes pyrrole as the key mother nucleus, while amide and other unsaturated groups are introduced on the ring, and the structure has potential pharmacological activity;Cheap transition metal nickel is used as catalyst;The yield of the application is good.

The invention discloses a continuous flow preparation method of polysubstituted propargyl alcohol, which uses a microtube continuous flow reaction device and comprises the following specific steps: simultaneously conveying acetylene gas or terminal alkyne compound and an organic alkali solution into a mixer for premixing; simultaneously conveying the keto-carbonyl substrate and the flowing-out reaction liquid to a reactor to carry out an alkyne hydrogenation reaction; and carrying out gas-liquid separation on the outflowing reaction liquid, and rectifying in a rectifying tower to obtain a target propargyl alcohol product. According to the method for continuously preparing the polysubstituted propargyl alcohol by using the continuous flow reaction system, full mixing of reaction materials of each reaction unit and accurate control of the reaction can be realized by regulating and controlling pipeline parameters, the automation degree is greatly improved, the manual operation is reduced, the energy consumption cost is reduced, and the method is suitable for industrial production.

The invention provides a method for synthesizing a macrocyclic compound containing a conjugated diene structure through intramolecular eneyne coupling and application of the macrocyclic compound, and belongs to the technical field of organic synthesis.The method comprises the steps that a long-carbon-chain acrylamide alkyne compound and a transition metal salt catalyst are placed in an organic solvent; heating and reacting in an inert gas atmosphere to couple eneyne in molecules, and after the reaction is finished, carrying out post-treatment on a reaction solution to obtain a macrocyclic compound containing a conjugated diene structure; according to the method, iridium salt is used for catalyzing intramolecular eneyne coupling to synthesize the macrocyclic compound containing the conjugated diene structure, the synthesis efficiency is high, the method is environmentally friendly, the production environmental protection pressure is small, the method is wide in substrate application range, the method can be used for synthesizing 12-26-membered all-carbon and / or ether macrocyclic compound containing the conjugated diene structure, the atom economy is good, and the method is suitable for industrial production. The reaction yield is high, and the method has a wide application prospect in the field of organic synthesis.

The invention discloses a tetra-coordinated boron-oxygen heterocyclic compound and a preparation method thereof, and belongs to the technical field of pharmaceutical and chemical intermediates and related chemistry. The method comprises the following steps: by taking a bis (pentafluorophenyl) borane dimethyl sulfide complex [(C6F5) 2BHSMe2] as a boron source, firstly carrying out hydroboronation reaction on the bis (pentafluorophenyl) borane dimethyl sulfide complex [(C6F5) 2BHSMe2] and an eneyne compound to generate a three-coordination alkenyl boron dienophile intermediate in situ, and then carrying out reverse electron demand Diels-Alder reaction on the three-coordination alkenyl boron dienophile intermediate and an acetylenic ketone compound to synthesize a series of tetra-coordination boron-oxygen heterocyclic compounds. The method has the advantages of mild reaction conditions, good selectivity, high yield, wide substrate application range, environmental friendliness, simplicity and convenience in operation and the like, opens up a new way for synthesis of the tetra-coordinated organoboron compound, and has higher application value and social and economic benefits.

The invention belongs to the technical field of organic conjugated compounds, and particularly relates to an amidinourea-containing water-soluble arylacetylene illuminant and a preparation method and application thereof.The preparation method of the amidinourea-containing water-soluble arylacetylene illuminant comprises the following steps that (1) in the nitrogen atmosphere, an amidinourea-containing water-soluble arylacetylene illuminant is obtained; the method comprises the following steps: reacting a guanidyl monomer, an alkyne compound, a catalyst and a mixed solvent to obtain a reaction solution; (2) extracting the reaction liquid, drying an organic phase, performing rotary evaporation under reduced pressure to obtain a crude product, and separating and purifying the crude product to obtain an amidinourea-based aromatic acetylene compound; and (3) mixing the amidinourea-based aromatic acetylene compound with dichloromethane, adding trifluoroacetic acid, stirring, carrying out reduced pressure rotary evaporation, washing with an organic solvent, and drying to obtain the amidinourea-containing water-soluble aromatic acetylene illuminant. The water-soluble arylacetylene illuminant containing the amidinourea group is excellent in activity, good in water solubility, stable in chemical property, high in sensitivity and high in selectivity.

The invention provides a synthesis method of styrene compounds, and belongs to the technical field of organic synthesis reaction. The method disclosed by the invention comprises the step of reacting a phenolic compound with an alkyne compound to synthesize the styrene compound in a protective atmosphere and an alkaline solvent environment under the action of a rhodium catalyst and an instantaneous positioning group. In addition, after the reaction is finished, the obtained styrene compound is subjected to column chromatography separation and purification. Compared with a traditional synthesis method, the method is simple to operate, raw materials are easy to obtain, functional groups are good in compatibility, and a substrate is wide in application range.

The invention discloses a method for synthesizing alpha-alkenyl boron ester by Markov hydroboration of terminal alkyne, which comprises the following steps of: under the protection of inert gas, carrying out hydroboration reaction on a terminal alkyne compound shown as a formula I and pinacolborane which are used as raw materials and an amide oxazoline cobalt complex which is used as a catalyst in an organic solvent under the action of alkali; the alpha-alkenyl boron ester compound as shown in the formula II is prepared. The invention provides the cobalt complex catalyst with high efficiency, high selectivity and high substrate compatibility and the method, the reaction condition is mild, the operation is simple and convenient, the atom economy is high, and the product yield and the selectivity of the product are improved. When the catalyst is used for a gram-level amplification reaction, a crude product can be purified in a recrystallization or distillation manner, so that the purification step is greatly simplified, and the technical problems of difficulty in separation and low yield in a reaction amplification process of synthesizing alpha-alkenyl boron ester by Markov hydroboration of terminal alkyne in the prior art are solved; and the method has a relatively high industrial application value.

The present application discloses a method for synthesizing β-ketophosphorus oxide, and relates to the technical field of organic synthesis. The method comprises the following steps: sodium trifluoromethanesulfinate, an aryl phosphorus oxide compound, an aromatic alkyne compound, and a solvent are placed in a reaction vessel and mixed; the mixture is reacted for 12 to 30 hours under air atmosphere, room temperature, and 30-watt blue light irradiation with continuous stirring, and after the reaction is completed, the mixture is washed with water, extracted with ethyl acetate, dried, and concentrated by reduced pressure distillation to remove the solvent to obtain a crude product; the crude product is separated by column chromatography to obtain a target product. The synthesis method provided by the present application has the characteristics of cheap and readily available raw materials, a simple catalytic system, easy separation of the target product, high stereo and position selectivity, simple reaction operation, safety and reliability, and green environmental protection, which are advantages that other methods cannot have at the same time.

The invention relates to a method for decarbonylation alkynylation of ketone, which comprises the following step: in an inert solvent, under the action of a metal catalyst and a ligand, carrying out decarbonylation-reduction coupling reaction on a ketone compound and alkynyl chloride to obtain an alkyne compound. The alkyne is synthesized under the strategy of nickel catalysis, and the method has the advantages of easily available raw materials, simple operation and mild conditions, has very good theoretical guidance significance and practical application value, and conforms to the sustainable green chemistry concept.

This invention provides general formula (1): R 1 C≡CR 2 [R 1 and R 2 The same or different, indicating the method of manufacturing fluoroalkyne compounds represented by fluorine atoms or fluoroalkyl groups, includes making general formula (2): R in the presence of an ether solvent. 1 CHX 1 CFX 2 R 2 [R 1 and R 2 Same as above; X 1 and X 2 In the middle, X 1 It is a fluorine atom and X 2 It is a hydrogen atom, or X 1 It is a hydrogen atom and X 2 The process of dehydrofluorinating a fluoroalkane compound represented by a fluorine atom [ ] includes a step of performing a hydrogen defluorination reaction, and satisfies at least one of the following (I) or (II): (I) the fluoroalkyl group is a fluoroalkyl group having 1 to 4 carbon atoms; (II) the ether solvent is a chain ether compound; and the hydrogen defluorination reaction is carried out in the presence of a solvent containing the chain ether and a base containing an alkali metal and / or alkaline earth metal hydroxide and / or alkoxide. By this manufacturing method, fluoroalkane compounds can be efficiently synthesized from fluoroalkane compounds.

The invention belongs to the field of organic synthesis, and particularly relates to a synthesis method of terminal alkyne. The method comprises the following steps: mixing a 2-methylpyridine compound as shown in a formula 1 and N, N-dimethylformamide as shown in a formula 2 with an organic solvent (cyclopentyl methyl ether or tetrahydrofuran) in the presence of lithium bis (trimethylsilyl) amide, cesium fluoride, perfluorobutyl sulfonyl fluoride and 1, 8-diazabicyclo [5.4. 0] undec-7-ene, and reacting to synthesize the terminal alkyne as shown in a formula 3. The raw materials adopted by the invention are common chemicals in the market. The method is wide in application range, common terminal alkyne compounds can be synthesized, reaction substrates can be adjusted according to needs, and a series of terminal alkyne derivatives can be synthesized. Certain support is provided for research in the fields of medicine, material science and the like. The invention provides biological activity of an iso-terminal alkyne compound on oomycetes plant pathogens and a determination method of the iso-terminal alkyne compound.

The invention relates to polymerizable composition comprising at least one polythiol, at least one polyisocyanate or polyisothiocyanate, and at least one polymerizable compound of formula (I), in which R1 and R2 represent a hydrogen atom, a substituted or unsubstituted alkyl group, an (hetero)aryl group, or R1 and R2, taken together, form a divalent group of formula -R1- R2-, in which -R1-R2- represents a substituted or unsubstituted alkylene group, Z represents OH, SH, NH2 or NHR4 in which R4 represents a substituted or unsubstituted alkyl group or (hetero)aryl group, and R3 represents a hydrogen atom, a substituted or unsubstituted alkyl group, an (hetero)aryl group, or a CR'1R' 2Z' group in which R' 1, R' 2 and Z' are defined as R1, R2 and Z.

The present invention discloses a carbon nitride-based nickel single-atom photocatalytic material and a preparation method and application thereof. The carbon nitride-based nickel single-atom material comprises carbon nitride and nickel metal supported in a carbon nitride skeleton in a form of single-atom dispersion. The present invention uses highly crystalline carbon nitride molecules to reduce defect sites in the carbon nitride skeleton, thereby reducing the recombination of photogenerated carriers. At the same time, the present invention adopts a post-synthesis method, that is, breaking through the limitations of the shortcomings of the previous high-temperature calcination method, and adopts a hydrothermal deposition method with a milder synthesis temperature to synthesize a single-atom dispersed carbon nitride-based nickel single-atom photocatalytic material at a lower temperature. The method of the present invention has low cost, high stability, high atomic utilization, and can be mass-produced. It can transfer hydrogenate (deuterate) alkyne compounds with high selectivity and a deuteration rate greater than 99% under mild conditions using visible light to synthesize olefin (deuterated olefin) compounds.

The invention provides an olefine aldehyde intermediate and a synthetic method thereof, and a synthetic method of conopomorpha sinensis sex pheromone, and belongs to the field of compound synthesis. According to the synthesis method of the olefine aldehyde intermediate, provided by the invention, 1, 5-pentanediol is taken as a raw material, and the high-yield olefine aldehyde intermediate is obtained through transesterification, first oxidation reaction, Wittig reaction and Sagsa oxidation reaction; the yield of the olefine aldehyde intermediate can be further improved by limiting a catalytic system and an auxiliary agent of the Sagsa oxidation reaction. Results of the embodiment show that the synthesis method provided by the invention does not adopt alkyne compounds, the yield of the product in the Sagassa oxidation reaction stage can reach 81%, the total yield of the obtained olefine aldehyde intermediate can reach 48.5%, the sex pheromone of conopomorpha sinensis prepared by adopting the olefine aldehyde intermediate can reach 39.8%, and the yield is high.

The invention belongs to the technical field of synthesis of organic compounds, and discloses a synthesis method of a dithiophosphonate compound, which comprises the following steps of: reacting diphenylphosphine, elemental sulfur and an olefin compound or an alkyne compound under the conditions of no catalyst and no solvent to prepare the dithiophosphonate compound, the reaction time is 6-12 hours. According to the invention, diphenylphosphine and elemental sulfur are used as raw materials and can rapidly react to generate dithiophosphonic acid in situ. According to the present invention, the dithiophosphonic acid has strong acidity, such that the dithiophosphonic acid can catalyze the electrophilic addition reaction of the dithiophosphonic acid and the olefin or the alkyne so as to obtain the dithiophosphonate product, the reaction condition of the reaction is mild, the catalyst and the organic solvent are not required, the reaction by-product is less, and the green chemistry requirement is met;

The present invention provides a method for producing perfluoroalkyne compounds by isomerization reaction of perfluoroalkadiene compounds, which enables the production of perfluoroalkyne compounds in high yield. It also provides a composition having a high content of perfluoroalkyne compounds and a low content of other organic compounds with 5 carbon atoms. [Solution] A method for producing a perfluoroalkyne compound, comprising the step of reacting a perfluoroalkadiene compound in the presence of a fluorinated aluminum chloride-containing catalyst to obtain a perfluoroalkyne compound, wherein the fluorinated aluminum chloride-containing catalyst is obtained by removing at least a portion of the by-products from a product obtained by reacting aluminum chloride in the presence of a hydrochlorofluorocarbon.

The application discloses a synthesis method of 1,4-disubstituted 1,2,3-triazole and belongs to the technical field of organic synthesis. In an air atmosphere, an alkyne compound and an azide compound are subjected to a mechanical activation induced cycloaddition reaction in the presence of a copper catalyst, a 4-mercapto-1,2,3-triazole ligand and a promoter, and 1,4-disubstituted 1,2,3-triazole is obtained. The method has the following advantages: (1) toxic and volatile organic solvents can be avoided; (2) inert gas atmosphere can be avoided; (3) the reaction time is short; (4) the catalyst loading is low; (5) the yield is high; and (6) the functional group tolerance range is wide.

The present invention relates to a polymerizable composition comprising at least one polythiol, at least one polyisocyanate or polyisothiocyanate, and at least one polymerizable compound of formula (I) wherein R1 and R2 represent a hydrogen atom, a substituted or unsubstituted alkyl group, a (hetero) aryl group, or R1 and R2 together form a divalent group of formula-R1-R2-, wherein-R1-R2-represents a substituted or unsubstituted alkylene group, Z represents OH, SH, NH2 or NHR4, where R4 represents a substituted or unsubstituted alkyl group or a (hetero) aryl group, and R3 represents a hydrogen atom, a substituted or unsubstituted alkyl group, a (hetero) aryl group, or a CR '1R' 2Z 'group, where R' 1, R '2 and Z'are as defined by R1, R2 and Z.

The invention belongs to the technical field of organic chemistry, and particularly relates to a dehydroabietic acid 1, 2, 3-triazole derivative as well as a preparation method and application thereof. The preparation method comprises the following steps: reacting dehydroabietic acid in a first organic solvent under the action of a reducing agent to obtain a compound 2 with reduced carboxyl; reacting the compound 2 with p-toluenesulfonyl chloride under the action of an alkali solution to obtain a hydroxyl-protected compound 3; in a second organic solvent, reacting the compound 3 with sodium azide under a high-temperature condition to obtain an azide compound 4; and reacting the compound 4 with a copper salt and an alkyne compound in a polar solvent of alkali to obtain a target compound. The dehydroabietic acid derivative with high biological activity is synthesized, raw materials are cheap and easy to obtain, reaction conditions are mild, aftertreatment is simple, the yield is high, a virulent solvent is not used in the synthesis process, the green chemical requirement is met, high pressure or a special catalyst is not needed, and large-scale production can be achieved in conventional equipment.

The present invention belongs to the field of organic chemistry, and provides a method for preparing a conjugated diene compound. That is, using vinyl-1,3-dithiane derivatives and alkyne compounds as raw materials, under the action of iron compounds, 1,3-sulfur migration occurs twice to obtain a conjugated diene compound. The method provided by the present invention uses cheap iron compounds, avoids the use of precious metal catalysts, and has mild reaction conditions, simple operation, wide substrate applicability, does not require anhydrous and oxygen-free operation, and has strong practicality and prospects for industrial application. The method provided by the present invention can be used for the synthesis and late modification of natural products, drug molecules and functional material molecules.

The invention discloses a high Z / E selectivity heteroatom-trifluoromethylation reaction for photocatalysis of alkyne, which is a novel alkyne heteroatom-trifluoromethylation reaction mediated by visible light photooxidation reduction catalysis, and comprises the following steps: taking an alkyne compound, a free radical scavenger and CF3SO2Na as raw materials, using a photocatalyst, and carrying out a reaction for 20-30min to obtain the high Z / E selectivity heteroatom-trifluoromethylation reaction of the light-catalyzed alkyne, the high Z / E selectivity heteroatom-trifluoromethylation reaction of the light-catalyzed alkyne, and the high Z / E selectivity heteroatom-trifluoromethylation reaction of the light-catalyzed alkyne. The method comprises the following steps of: performing irradiation reaction under blue light at room temperature to obtain heteroatom-alkene-CF3, and adjusting reaction conditions to obtain a specific Z / E product with high selectivity.

The application relates to application of a polyene alkyne compound in preparation of a medicine for preventing and / or treating pulmonary fibrosis. The specific polyene alkyne compound has obvious inhibiting collagen deposition effect on TGF-beta 1 induced human embryo lung fibroblasts, does not show cytotoxicity, has good anti-pulmonary fibrosis activity, and can be used for preparing the medicine for preventing and / or treating pulmonary fibrosis.

The invention discloses a benzofuro [3, 2-d] pyrazolo [1, 5-a] pyrimidine compound as well as a synthesis method and application thereof, and relates to the technical field of organic synthesis and medicinal chemistry, the synthesis method of the compound comprises the following steps: in the presence of a catalyst and alkali, mixing a salicylaldehyde compound, a terminal alkyne compound and an alpha-aminoazole compound in a solvent for reaction, and separating to obtain the benzofuro [3, 2-d] pyrazolo [1, 5-a] pyrimidine compound. The benzofuro [3, 2-d] pyrazolo [1, 5-a] pyrimidine compound is obtained through the reaction. The furo [3, 2-d] pyrimidine compound is prepared by taking a salicylaldehyde compound, a terminal alkyne compound and an alpha-aminoazole compound as initial raw materials through a one-pot method, the reaction condition is mild, the raw materials are cheap and easy to obtain, the operation is simple and convenient, the production cost can be greatly reduced, and the production efficiency is improved; the furo [3, 2-d] pyrimidine compound has remarkable antifungal activity on plant pathogenic fungi, and can be applied to inhibition of fungi such as apple black beetle fungus and rhizoctonia solani.

The present disclosure relates to a solid propellant composition for curing azide-alkyne triazole, which cures a propellant by forming a polymer network using triazole groups formed by a reaction between an azide compound and an alkyne compound, and a method for preparing a solid propellant using same.

This invention belongs to the field of quinoxaline compound synthesis and discloses a quinoxaline compound molecule and a preparation method thereof. The preparation method comprises: using a cobalt salt as a catalyst, mixing an alkyne compound, an o-phenylenediamine compound, an oxidant, and an organic solvent, and heating to obtain a quinoxaline drug molecule. The invention has the advantages of mild reaction conditions, good substrate universality, high synthesis yield, and the use of an inexpensive and readily available catalyst.

To obtain a halogenated alkene compound and a halogenated alkyne compound in high conversion and high selectivity.SOLUTION: Any one of the following methods (1) to (4) is employed: (1) CX1X2X3CHX4CFHCX5X6X7 wherein X1, X2, X3, X4, X5, X6, and X7 are identical or different and are halogen atoms. (2) CX1X2X3CX4 = CHCX5X6X7 [X1, X2, X3, X4, X5, X6, and X7 are as defined above]. (3) CHX8A1CHX9A2 wherein A1 and A2 are each independently a halogen atom or a perfluoroalkyl group. X8 and X9 are identical to or different from each other and each represent a halogen atom; (4) CX8A1 = CHA2 [wherein A1, A2 and X8 are as defined above] is subjected to a dehydrohalogenation reaction in the gas phase in the presence of a catalyst. Is subjected to a dehydrohalogenation reaction in the presence of a catalyst.SELECTED DRAWING: None